Trainer Patrick Biancone's Time Squared raced once as a two-year-old, where he lost by a neck in a maiden special weight at Santa Anita Park.
Finished third in his first start as a three-year-old, which was a maiden special weight at Santa Anita Park, and then finished last in the $100,000 Sham Stakes (G3). Won a maiden special weight at Keeneland before finishing sixth in the $750,000 Toyota Blue Grass Stakes (G1). Won an allowance race at Arlington Park on May 18.
Trainer Patrick Biancone decided not to run Time Squared in the Belmont Stakes when Rags to Riches entered the race.